Discover Your Perfect Pikeville Vacation Homes

Why Choose Rent By Owner for your Pikeville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pikeville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit the area ensures you can enjoy the best weather and local events, making your stay in Pikeville, Kentucky, a memorable experience whether you're seeking outdoor adventures or relaxing in comfortable vacation rentals.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather, making it an ideal time for outdoor activities and exploring the local scenery. This season sees an increase in visitors seeking to enjoy the region's natural beauty.

Average Temperature Daytime: 85°F - Nighttime: 65°F
autumn
Fall (September to November)

The vibrant fall foliage attracts many travelers looking to experience the region’s picturesque landscapes. Book your vacation rentals early to secure your spot during this popular season for sightseeing and outdoor excursions.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

Less crowded and cooler, the winter months offer a peaceful retreat with fewer tourists. This is a great time to find deals on vacation rentals and enjoy quiet evenings in the region’s scenic surroundings.

Average Temperature Daytime: 40°F - Nighttime: 25°F
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Spring (March to May)

As the region transitions into warmer weather, spring presents a quieter period before the summer rush. It’s an excellent time to explore the area’s natural charm while enjoying more affordable accommodation options.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Pikeville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor grilling area to prepare meals amidst scenic surroundings.
  • Take advantage of spacious patios or decks perfect for relaxing and soaking in the fresh mountain air.
  • Make use of on-site fire pits to gather with family and friends during cozy evenings.
  • Explore nearby hiking trails with easy access directly from your rental property.
  • Benefit from well-maintained lawns or gardens ideal for outdoor activities and leisure.
  • Relax beside outdoor swimming pools available at select properties, offering a refreshing escape after exploring the region.
  • Utilize ample parking spaces that accommodate outdoor adventures and excursions around this destination.
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Family Activities

  • Visit the Eastern Kentucky Expo Center: Enjoy family-friendly events and local entertainment right in the heart of the region.
  • Explore the Pikeville Cut-Through: Discover one of the world's largest excavations and learn about its impressive engineering at this iconic site.
  • Relax at the City Park: Spend quality time outdoors with playgrounds, picnic areas, and scenic walking paths suitable for all ages.
  • Discover Appalachian Wildlife Center: Experience local wildlife exhibits and nature trails that provide an educational outing for the whole family.
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Adult Activities

  • Hiking at Dungeon Road Trail: Explore scenic trails just outside the city that offer a peaceful escape into nature, perfect for outdoor enthusiasts staying in local vacation rentals.
  • Visiting the Appalachian Arts Center: Immerse yourself in regional culture and crafts through exhibits and workshops that showcase the area's rich artistic heritage.
  • Enjoying local dining experiences: Savor southern flavors at popular eateries in the region, making your stay memorable with authentic regional cuisine.
  • Attending community festivals and events: Participate in lively gatherings throughout here, providing an authentic taste of local traditions and entertainment during your visit.

Other Places to Stay in Pikeville, KY

Pikeville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Make the most of your stay by sampling regional Kentucky dishes at local eateries to truly experience the area's culinary heritage.
  • Visit Natural Attractions: Take advantage of the region’s scenic outdoor spots and natural beauty to enjoy outdoor activities that highlight the area's landscape.
  • Plan Your Activities: Book your vacation rentals close to key attractions and events in this destination for easy access and a more immersive experience.
  • Support Community Events: Engage with local festivals or community gatherings to gain authentic insights into the area's culture during your visit.

Transportation Options

  • Regional Airport: The Pike County Regional Airport offers convenient domestic flights for travelers seeking quick access to this part of Kentucky.
  • Bus Services: Local bus networks provide affordable transportation options to explore the area and reach nearby attractions comfortably.
  • Taxis and Rideshare Services: Taxis and rideshare apps are readily available here, offering flexible and reliable transportation around the destination and its surroundings.
  • Driving Your Own Vehicle: Renting or bringing your own car grants the most freedom to discover the region at your own pace, with ample parking near vacation rentals and local sites.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and welcoming attitude that reflects the region's deep-rooted tradition of southern hospitality in Pikeville, Kentucky.
  • Local Appalachian Music: Enjoy an authentic experience by immersing yourself in the area's rich Appalachian music heritage, which is celebrated through local events and gatherings.
  • Traditional Appalachian Cuisine: Savor regional flavors by trying traditional Appalachian dishes that are commonly enjoyed in this part of Kentucky.
  • During the racing season, you can observe lively Kentucky Derby festivities that highlight the area's strong equestrian culture.

Frequently Asked Questions About Pikeville?

1. What are the top vacation rentals in Pikeville?

2. Which vacation homes in Pikeville are best for families?

If you are looking for a family-friendly vacation home in Pikeville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pikeville:

3. How many Rentbyowner vacation rentals are available in Pikeville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 22 in the Pikeville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pikeville. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the property owner directly to understand their terms and any potential fees involved.

5. Are there any additional fees I should be aware of when booking a vacation rental locally?

Additional fees such as cleaning charges, service fees, or local taxes are often outlined in the listing. Be sure to read the full description or reach out to the host for clarification before booking.

6. How do I confirm that my reservation is secure and reliable?

Reservations made through trusted platforms typically include secure payment options and verification processes. Confirm your booking directly within the site and review all communication from the host to ensure a trustworthy experience.

7. What amenities are usually included in vacation rentals here?

Most listings specify available amenities like Wi-Fi, parking, kitchen facilities, and more. It’s best to check the individual property details or contact the owner to confirm the features that matter most to you.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements can differ depending on the property and season. Review the listing specifics or contact the owner directly to clarify the length of stay needed for your travel dates.